(1S,4S,5S,6R,9S,10R,12R,13R,14S)-6-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid

Details

• Internal ID: 24a02502-af49-4508-946b-40d2be2beb05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5S,6R,9S,10R,12R,13R,14S)-6-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-17-6-5-15(21)19(3,16(22)23)13(17)4-7-20-9-12-11(8-14(17)20)18(12,2)10-20/h11-15,21H,4-10H2,1-3H3,(H,22,23)/t11-,12+,13+,14+,15-,17-,18-,19+,20+/m1/s1
• InChI Key: ZFOHHZLVISXFAE-VVBRSFEGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.6943	69.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6044	60.44%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9327	93.27%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6582	65.82%
P-glycoprotein inhibitior	-	0.7487	74.87%
P-glycoprotein substrate	-	0.8258	82.58%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	-	0.8552	85.52%
CYP2C9 inhibition	-	0.5478	54.78%
CYP2C19 inhibition	-	0.8277	82.77%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.6434	64.34%
CYP2C8 inhibition	-	0.8304	83.04%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6204	62.04%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8863	88.63%
Skin irritation	+	0.6323	63.23%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6316	63.16%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7484	74.84%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7253	72.53%
Acute Oral Toxicity (c)	III	0.3732	37.32%
Estrogen receptor binding	+	0.9006	90.06%
Androgen receptor binding	+	0.5967	59.67%
Thyroid receptor binding	+	0.7747	77.47%
Glucocorticoid receptor binding	+	0.8380	83.80%
Aromatase binding	+	0.7643	76.43%
PPAR gamma	-	0.5128	51.28%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9736	97.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.55%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.06%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.93%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.42%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.99%	91.19%
CHEMBL204	P00734	Thrombin	84.56%	96.01%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.17%	96.95%
CHEMBL237	P41145	Kappa opioid receptor	83.93%	98.10%

Plants that contains it

• Croton insularis

Cross-Links

• PubChem: 163022121
• LOTUS: LTS0035477
• wikiData: Q105374506